300 Creative Dates by Michael Webb review
Cheap, specific date ideas for when you've run out of things to do together
By the RJ Editorial Team. Sales page checked 2026-09-23. Last updated 2026-09-23.
Is it worth it?
You've probably had the evening where the food is ordered, the small talk has run dry, and you can feel the silence coming. Or you've been with the same person for years and every Friday looks identical. That's who this is for: not people planning a grand gesture, but people who've run out of ideas and keep defaulting to dinner and a film. What you get is a list. That sounds underwhelming, but a list is genuinely the thing that's missing when you're staring at your phone on a Wednesday trying to plan Saturday. Webb's angle is cheap and specific, and most ideas are built around doing something together rather than sitting opposite each other. That's the real insight here, and it holds up: a shared activity hands you something to talk about, which is exactly what a restaurant table doesn't. Be clear on what it isn't. It won't fix a relationship with bigger problems than boredom, and the page's line that dinner dates are actively bad is overstated to make a point. A fair number of ideas won't suit your city, budget or weather. Realistically you'll use twenty or thirty of them. If twenty better Saturdays is worth the price to you, that's a decent trade.
Pros
- Ideas are cheap, most around $5 to $20
- Activity-based, so conversation comes easier
- Quick to skim when you need something for this weekend
- Instant download, one payment, nothing recurring
Cons
- Many ideas depend on your location, weather or season
- It's a list of ideas, not advice for a relationship in real trouble
- The page doesn't state the price, file format or page count until checkout
What you get
A downloadable collection of roughly 300 date ideas, most in the $5 to $20 range, gathered by Michael Webb from his own marriage and from friends and family. Each one is a short write-up of the idea and what you need to pull it off, organised so you can skim for something that fits. It's a file you download and read, not a physical book or an app.
Before you buy
- Check the price and the refund window on the order page before you pay
- Confirm what format the download is and that you can read it on your phone
- Expect a fair share of ideas to be unusable where you live, and judge it on the ones you'd actually do
Who it suits
Couples or daters who are bored of the same routine and want cheap, practical ideas they can act on this weekend
